Benzenepropanal, b-cyclohexyl-, (R)-

Base Information

• Chemical Name: Benzenepropanal, b-cyclohexyl-, (R)-
• CAS No.: 137542-86-0
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• Mol file: 137542-86-0.mol

Synonyms:

Chemical Property of Benzenepropanal, b-cyclohexyl-, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanal, b-cyclohexyl-, (R)-

There total 18 articles about Benzenepropanal, b-cyclohexyl-, (R)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

(2E)-3-cyclohexyl-3-phenylprop-2-en-1-ol (462093-58-9) → (3R)-3-cyclohexyl-3-phenylpropanal (137542-86-0) + (+)-(R)-3-cyclohexyl-3-phenylpropan-1-ol (137542-88-2)

Guidance literature:

With RuCl₂[(S)-tol-binap][(R)-2-di(n-butyl)amino-1-phenylethylamine]; potassium hydroxide; In ethanol; at 25 ℃; for 0.5h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201303423

Reference yield: 50.0%

(Z)-3-cyclohexyl-3-phenylprop-2-en-1-ol → (3R)-3-cyclohexyl-3-phenylpropanal (137542-86-0)

Guidance literature:

With C₃₂H₁₂BF₂₄^(1-)*C₃₅H₄₃IrN₂OP⁽¹⁺⁾; hydrogen; In tetrahydrofuran; at 20 ℃; for 17h; under 2250.23 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201101524

Reference yield:

(2E)-3-cyclohexyl-3-phenylprop-2-en-1-ol (462093-58-9) → (3R)-3-cyclohexyl-3-phenylpropanal (137542-86-0)

Guidance literature:

With C₃₂H₁₂BF₂₄^(1-)*C₃₈H₅₂IrNOP⁽¹⁺⁾; hydrogen; In tetrahydrofuran; at 23 ℃; for 6h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/anie.200901863

upstream raw materials:

(S)-4-tert-Butyl-2-((R)-2-cyclohexyl-2-phenyl-ethyl)-4,5-dihydro-oxazole

(+)-(R)-3-cyclohexyl-3-phenylpropan-1-ol

(R)-3-cyclohexyl-3-phenylpropanoic acid

(4S)-4-tert-butyl-2-((E)-2-cyclohexylethenyl)-2-oxazoline

Downstream raw materials:

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-cyclohexyl-3-phenyl-propyl ester

(+)-(R)-3-cyclohexyl-3-phenylpropan-1-ol

Refernces

• 1、 Cabré, Albert,Gar?on, Martí,Gallen, Albert,Grisoni, Lorenzo,Grabulosa, Arnald,Verdaguer, Xavier,Riera, Antoni. "Iridium-Catalyzed Asymmetric Isomerization of Primary Allylic Alcohols Using MaxPHOX Ligands: Experimental and Theoretical Study". . p. 4112 - 4120. Retrieved 2020/07/04.
• 2、 Larionov, Evgeny,Lin, Luqing,Gune, Laure,Mazet, Clment. "Scope and mechanism in palladium-catalyzed isomerizations of highly substituted allylic, homoallylic, and alkenyl alcohols". supporting information. p. 16882 - 16894. Retrieved 2015/01/09.